Pet-friendly holiday rentals in Wellington

Walk to Beach and Downtown: Wellington PEC Cottage

Stay in the heart of Wellington - steps to the beach, Drake Devonshire, downtown restaurants, and everything Prince Edward County has to offer. Nestled on a peaceful side street, our charming cottage features a cozy fireplace, a fully equipped kitchen, & a large private backyard with BBQ & chiminea. Perfect for families, couples, and groups looking to explore Sandbanks Provincial Park, wineries, breweries and local gems. You're at the center of it all! Relax, unwind, and enjoy your getaway!!

Outdoor spaces · Pets · Backyard

The Cozy Postmasters House PEC w/ new Hot Tub

EXCITING NEWS: our HOT TUB has now been installed at the house - relaxing and just for you! Escape to the birthplace of wine in Prince Edward County at the historic Postmaster's House in Hillier. This charming 3-bedroom house from the 1890s offers a cozy fireplace and is surrounded by over 40 vineyards. Explore wineries, restaurants, breweries, North Beach, Millennium Trail, and Wellington village, all just a bike ride away. Unwind and immerse yourself in the beauty of this idyllic destination.

Pets · Outdoor spaces · Biking

Beautiful Relaxing Getaway With Sauna&Private Pool

WOODLANDS If you are looking for total privacy in the heart of the County, you have found it! Woodlands offers you almost 4 acres of land, beautiful bungalow with 2000sq feet of living space upstairs, 2000sq feet of a walkout basement, and a large outdoor pool. Please inquire about pets prior to booking. Only non shedding dogs up to 40 lbs are allowed. Please note that the pet fee applies to each pet. We do not accept cats due to allergies.Thank you for your understanding STA LIC ST-022-0160

Pets · Walkability · Access

Prince Edward Landing

Victorian Home in PEC gets a full renovation to become a one of a kind vacation home. Featured in the Globe & Mail the house is a 2018 restoration of old-world charms with as many contemporary comforts as one wishes. From the gorgeous landscape and a screened-in, white-trim front porch to the fully modern spectacular interior The back of the house is a stunning starkly contemporary black box, designed by architect Jay Pooley, a lecturer at the University of Toronto’s school of architecture.

Pets · Walkability · Location

Downtown Picton Retreat -Near Sandbanks & Wineries

Stay in the heart of Picton - steps to downtown restaurants, The Royal, The CAPE, and everything Prince Edward County has to offer. Escape to our bright, sun-filled, stylish home on a peaceful street. This 3-bed, 2-bath chalet sleeps 6. Features a fully equipped kitchen, fireplace, and a private backyard with BBQ, patio, and fire pit. Minutes to Sandbanks Provincial Park, wineries, and breweries. You’re at the center of it all. Perfect for families, couples, and groups to relax and unwind.

Pets · Walkability · TV

Loretta's Loft

In the heart of downtown Wellington, this special place is close to everything. Recently renovated in 2024 heritage building contains character. The space is completely brand new. This open concept unit is spacious and contains a unique second floor loft as well as 2 bedrooms and one bathroom. The unit boasts not only a front veranda with a view of the lake; but also, a spacious deck at the rear to entertain or enjoy an evening in the new seven-person hot tub! STA LIC Number ST 2022-0161

Walkability · Outdoor spaces · Biking

Lakefront Cottage with Pool, Hot Tub & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was custom-built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on the edge of Consecon Lake, we're 13 mins from Wellington & close to many wineries. We've been Superhosts since 2017, and our family would love to welcome you to our little slice of paradise. STA License #: ST-2019-0223.

Walkability · Pets · Accuracy

A Sandbanks Retreat

STA2024-0154 Bonfire?Volleyball?Walk to the Beach?Sunsets on the beach. This brand new home was designed for entertaining & enjoying the charm of the county. Walk to the beach in 20 minutes, drive in 3 minutes or 10 mins to downtown Picton,Bloomfield,Wellington. Make A Sandbanks Retreat a great memory. Easy access to touring wineries, antiquing or enjoying the restaurants and shops PEC has in store for your trip. Take an outdoor shower after the beach or relax in the veranda and BBQ.

Walkability · Outdoor spaces · Check-in

The Fox Loft

I'm new with views 🤩. Just sitting on the couch relaxing and looking over to the west on a forest of love next to the property will make you forget your busy life. On the deck you have a view of lake Ontario, Wellington and its massive open fields. Your only 2 minutes away from multiple wineries, beaches, Downtown Wellington and all the amazing restaurants and shops it has to offer! Have a fire or get comfortable after a long day at the beach or sideways after a wine tour 😉.

Walkability · Pets · Parks

Steps to Bloomfield Shops, Restaurants & Breweries

Welcome to your home away from home! You will be close to everything the County has to offer when you stay at this beautiful home. Spacious & bright inside with a picturesque backyard and fire pit outside. 10min drive to Sandbanks beach (pass incld). Enjoy a 5min walk to Bloomfield Public House for breakfast or a sunset stroll to Flame & Smith for dinner. BONUS Room can be a dedicated office or bunk room for 2 kids. Parking: 3 cars, laundry & kitchen w/ dishwasher.

Walkability · Outdoor spaces · Air conditioning

The Log House - Wellington - with Fast Wifi

Welcome to your beautiful Log House right in the town of Wellington! A 10 minute walk from the Drake Devonshire and all the restaurants, shops and galleries of Main Street. This spacious 3000 sq. ft. log home has 5 inviting bedrooms, 2 bathrooms and a large chef’s kitchen. It is perfectly situated for exploring the best wineries in Prince Edward County, most are within a 5-10 min drive. License Number: ST-2020-0086 R1

Pets · Walkability · Decor

The Prince Edward County Church, A Unique Escape

Stunning 1888 converted church in Prince Edward County on a private 2.3-acre waterfront property backing onto the Bay of Quinte. This one-of-a-kind stay blends soaring ceilings and historic charm with modern luxury. Sleeps 8 adults with 4 bedrooms, lake views, direct waterfront access, high-speed WiFi, Sonos, fireplaces, kayaks, and more. Featured in Forbes, House & Home & Cottage Life with over 300 guest reviews.

Pets · Walkability · Family